Chastity and orgasm denial discussion

member_6fe1948f0f · 2026-09-06T22:32:00.000Z · 0 replies

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2026-09-06T22:32:00.000Z #1

Intro: I’m an 18-year-old guy, and the woman holding my key is my girlfriend of two years. We currently live in different parts of the country but will be moving to the same city starting in November.

I bought a fairly affordable chastity device online and experimented with it several times for short periods. My mistress and I began discussing how we could use it more regularly. After some long talks and discovering this website, we agreed that my lockup should start right now. Right now, I’m wearing plastic locks with numbers so she can verify if I’ve unlocked myself without her permission. The first few days have been thrilling as we discuss all the potential opportunities ahead.

We hope to make this a long-term commitment and have decided on a 10-week lockup period. My only release will be for cleaning, which is supervised via Skype (obviously). I plan to share updates every couple of days regarding how things are going, and we’d love any suggestions on enhancing our experience.

We’re gradually clarifying what works for us and what doesn’t. My mistress feels that 24/7 lockup with no release is the ideal outcome in the end. The last time I had an orgasm was June 17th, and it might truly be the final one ever. We’ve agreed that eventually, I’ll become her sissy, wearing lingerie for her, receiving pegging from her strap-on device, and pleasing her as much as she desires.

We’re taking this very seriously—viewing it more as a lifestyle shift than just a kink—with hopes of transforming our relationship dynamics. She’s concerned about missing having my penis inside her during the lockup; any advice on helping her adjust to that or what she can look forward to would be greatly appreciated.

I’ll post another update in two days. -sissy4dee

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